5006-53-1

Basic information

• Product Name: Benzene, 1-(1,2-dimethyl-3-methylenecyclopentyl)-4-methyl-, cis-
• CAS NO: 5006-53-1
• Molecular Formula: C15H20
• Molecular Weight: 200.324
• Mol File: 5006-53-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(1,2-dimethyl-3-methylenecyclopentyl)-4-methyl-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(1,2-dimethyl-3-methylenecyclopentyl)-4-methyl-, cis-(5006-53-1)
• EPA Substance Registry System: Benzene, 1-(1,2-dimethyl-3-methylenecyclopentyl)-4-methyl-, cis-(5006-53-1)

Safety Data

• Hazardous Substances Data: 5006-53-1(Hazardous Substances Data)

Upstream product

• 171779-48-9 2-Bromo-5-methyl-5-(4-methylphenyl)-1,6-heptadiene 
• 77250-00-1 5-[1-Butylsulfanyl-meth-(E)-ylidene]-2-methyl-2-p-tolyl-cyclopentanone 
• 77249-99-1 2,3-Dimethyl-3-p-tolyl-cyclopent-1-enecarbaldehyde 
• 4608-41-7 2-methyl-2-(4-methylphenyl)cyclopentanone 
• 125403-38-5 5,5-ethylenedioxy-4-methyl-4-(4-methylphenyl)-pentan-1-al 
• 125403-39-6 6,6-ethylenedioxy-5-methyl-5-(4-methylphenyl)-hex-1-yne 
• 125403-37-4 5,5-ethylenedioxy-4-methyl-(4-methylphenyl)-pent-4-ene 
• 125403-36-3 methyl-2-methyl-2-(4-methylphenyl)-pent-4-enoate 
• 125403-40-9 3-methyl-3-(4-methylphenyl)-hept-6-yn-2-ol 
• 125403-42-1 2-methyl-2-(4-methylphenyl)-pent-4-en-1-ol 
• 62083-22-1 2-methyl-2-(4-methylphenyl)-pent-4-en-1-al 
• 79443-97-3 methyl 2-(4-methylphenyl)propanoate 
• 171779-51-4 2-Methyl-2-(4-methylphenyl)-5-bromo-5-hexen-1-al 
• 75920-45-5 (+/-)-2-(4'-methylphenyl)-propionitrile 

Relevant articles and documents

Conformational control in the cyclization of an unsaturated vinyllithium: Synthesis of (±)-laurene

The olefinic vinyllithium 2, derived from 2-bromo-5-methyl-5-(4-methylphenyl)-1,6-heptadiene (3) by low-temperature lithium-bromine exchange, undergoes a diastereoselective 5-exo cyclization at 0°C in the presence of TMEDA to afford the naturally occurring sesquiterpene (±)-laurene (1) in 60% isolated yield along with 17% of the isomeric (±)-epilaurene (4). The diastereoselectivity of the cyclization of 2 is discussed in terms of a transition state for the process that approximates a chair cyclohexane which preferentially adopts a conformation having a pseudoaxial p-tolyl moiety and a pseudoequatorial methyl group at the geminally substituted carbon. In contrast to the behavior of 2, radical-mediated cyclization of 3 proceeds entirely in a 6-endo fashion to give 4-methyl4-(4-methylphenyl)-1-methylenecyclohexane (6) in 93% yield.

Stereoselective synthesis of (±) - laurene

Reduction of an unsymmetrically substituted unsaturated aldehyde by way of the corresponding tosylhydrazone is shown to proceed stereoselectively.